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Organic chemistry for medicine and biology students Chem 2311 Chapter 3 Alkynes By Prof. Dr. Adel M. Awadallah Islamic University of Gaza
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Reduction of alkynes With hydrogen in presence of ordinary nickel, platinum or palladium gives alkanes Hydrogentaion of alkynes with Lindlar’s catalyst gives a cis alkene
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A Lindlar catalyst is a heterogeneous catalyst that consists of palladium deposited on calcium carbonate and treated with various forms of lead. The lead additive serves to deactivate the palladium sites. A variety of "catalyst poisons" have been used including lead acetate and lead oxide. The palladium content of the catalyst is usually 5% by weight. The catalyst is used for the hydrogenation of alkynes to alkenes.heterogeneouscatalystpalladiumcalcium carbonateleaddeactivatelead acetatelead oxide hydrogenationalkynesalkenes As described by its inventor,[1][2] the catalyst is prepared by reduction of palladium chloride in a slurry of calcium carbonate followed by adding lead acetate. By this approach, one obtains a catalyst with a large surface area. Further deactivation of the catalyst with quinoline enhances its selectivity, preventing formation of alkanes. An example of alkyne reduction is the reduction of phenylacetylene to styrene.[1][1][2]palladium chloridequinolinealkanes phenylacetylenestyrene[1] Alkyne reduction is stereoselective, occurring via syn addition to give the cis-alkene.[3]stereoselectivesyn additioncis-alkene[3]
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Lindlar’s Catalyst
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